Middlebury Real Estate

Recently Sold Listings in Middlebury, CT

Welcome to your dedicated resource for viewing Sold listings in Middlebury, CT. As local Middlebury, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights home values, selling strategies, and options like cash offers. Start exploring the most recent sold properties in Middlebury, CT below, or if you are looking to sell a home in Middlebury, CT contact a local agent to discuss the possibilities.

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All Recently Sold in Middlebury, CT

$565,000
3 Beds 3 Baths 24028449 MLS Ridgewood At Middlebury BLDG.
Discover your dream home, a turn-key masterpiece exuding luxury and comfort. This stunning property features over $100K in upgrades, including fresh paint, custom plantation shutters, new hardwood floors in the primary bedroom and upper level, recessed lighting, custom closets, new stainless steel appliances, a new washer/dryer, a finished lower level, a freshly painted garage floor, and a Level 2 charger for your convenience. The option to buy fully furnished makes moving in a breeze! Relax on the cozy front porch and be welcomed by a two-story foyer extending to an open floor plan. Hardwood floors grace the entire home, including the light and bright cathedral living room and dining room with a gas fireplace and sliders to a deck overlooking lush grounds. The kitchen is a chef's delight with white cabinetry, granite counters, custom pantry, new stainless steel gas range and french door refrigerator. The primary first-floor bedroom suite features a double sink vanity, a large walk-in shower, and a spacious walk-in custom closet. Upstairs, you'll find an oversized loft, two large bedrooms with ample custom closet space, and a full bath with double vanities. The newly finished lower level boasts vinyl plank flooring, adding even more living space. Located in the desirable Ridgewood community, enjoy an array of amenities including a clubhouse, pool, tennis court, basketball court, exercise room, and playground. Don't miss your chance to own this exceptional home!

4 Highridge Rd Unit 4, Middlebury

$565,000
3 Beds 3 Baths 24085213 MLS Ridgewood At Middlebury BLDG.
Welcome to this luxury end-unit condo built in 2022 w/ 3-Bed, 2.5-Bath in Sought-After Ridgewood.1882 Sqft w/ 4 extension to floor plan. This beautifully designed living space, offers 1 level living that many look for. Equipped w/ cathedral ceilings and a first-floor primary bedroom suite for ultimate convenience and a very rare unit. The gourmet kitchen boasts quartz countertops, stainless steel appliances, a breakfast bar, and an open layout perfect for entertaining. The premium gas range with a vented microwave, and ultra-quiet dishwasher adding touches of luxury. High end Ceiling fans throughout floors/ rooms. In the living room enjoy a gas fireplace w/ mantle w/ amazing floor & wall space. Enjoy upgraded extra wide sliding doors leading to the patio where you have wooded views, an entertainers dream. The whole floor flows seamlessly! Upstairs is spacious loft for an office or game room, 2 large bedrooms and a full bath. The partially finished basement is framed and plumbed for an additional bathroom, offering future expansion potential. Smart home upgrades include Wi-Fi-enabled Ecobee thermostats, motorized window shades, luxury ceiling fans, Generac generator wired. Home can be voice activated with user friendly systems. Ridgewood has top-tier amenities, including a gym, outdoor pool, tennis court, playground, indoor basketball court, movie theater, and lounge. Located in quiet area, this home is an incredible find. Almost brand new, come schedule your tour! Rare find.

180 Ridgewood Dr Unit 219, Middlebury

$560,000
3 Beds 3 Baths 24169215 MLS Ridgewood At Middlebury BLDG.
Welcome to luxury condo living in one of Middlebury's most sought-after communities, RIDGEWOOD. Built in 2018, this stunning 2-3 bedroom, 2.5 bath home offers over 2,600 SqFt of beautifully designed living space, plus an additional ~800 sq ft in a newly remodeled walkout lower level. Step inside to soaring cathedral ceilings, gleaming hardwood floors, and an open-concept layout filled with natural light. The kitchen seamlessly flows into the dining & living areas, highlighted by a gas fireplace and expansive windows overlooking serene wooded views. Step out onto your private deck, perfect for entertaining or relaxing in a peaceful setting. The main-level primary suite features 9+ ft ceilings, a spacious walk-in closet, a well-appointed en-suite bath. Upstairs, a versatile loft overlooks the main living space, accompanied by two additional bedrooms & a full bath... ideal for guests, a home office, or additional lounge space. The finished walkout lower level adds incredible flexibility, perfect for a media room, gym, or extended living area, w/ potential to create your own outdoor patio retreat. Enjoy resort-style amenities including a heated outdoor pool with pool house, tennis courts, indoor basketball court, fitness center, private movie theater, and a clubhouse complete with full kitchen, bar, and gathering spaces. This is a rare opportunity to own newer construction in an established luxury community, without the wait. Schedule your private showing today. 1.5 hours fr

24 Highridge Road Unit 24, Middlebury

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